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The customer interview: how to run one that's worth running.

A customer interview is only worth running if you ask about real decisions, not opinions. Here's how to run one that sharpens your positioning instead of wasting an hour.

Michael McShane Michael McShane, MBA
Co-founder · Business & Marketing Strategist

A customer interview is worth running when it tells you how a real person decided to hire you — in their words, not yours. Most interviews fail because they ask people to predict, rate, or theorize. The ones that work ask people to remember. The difference is whether you walk away with language you can sell with, or a folder of polite answers you already knew.

I have run these for my own companies and for clients across law, dentistry, trades, and consulting. The pattern is the same every time. The owner thinks they know why people buy. The customers tell a different story. Good interviews close that gap. Bad ones confirm the owner's guess and cost an afternoon.

Why run a customer interview at all?

You run a customer interview because your positioning is built on assumptions, and your best customers already know the truth. You are too close to your own business to see it. You know the features. You know the credentials. You do not know which three words a nervous client used at 11pm when they finally decided to call you.

That language matters more than any brand exercise. The words your customers use are the words your future customers will type into search and read on your homepage. When those match, people feel understood. When they do not, you sound like everyone else in your category. We wrote about why that happens in why most small business positioning statements sound identical — the short version is that owners describe themselves instead of listening to how buyers describe their problem.

A customer interview is the cheapest research you will ever do. No tools. No budget. One hour, a quiet room, and a few questions you resist the urge to answer yourself.

Who do you actually interview?

You interview the customers you want more of, not the ones who were easiest to schedule. Pick five to eight people from your best segment — the ones who paid full rate, referred others, and were a pleasure to work with. These are the people whose decision path you want to understand, because you want to repeat it.

Skip the extremes. The customer who complained about everything will give you noise. The customer who loves you unconditionally will give you flattery. Both are useless for positioning. You want the thoughtful middle — people who had a real choice, weighed it, and chose you anyway.

For professional services, recent clients remember the decision clearly. A family-law client who signed six months ago can still tell you what they feared and what tipped them. A dental patient who switched practices last year remembers why they left the old one. Recency beats volume. Five sharp memories beat twenty vague ones.

Reach out personally. A short email from the owner — not a survey link — gets a yes. Say you are improving how you explain what you do and you value their perspective. Offer twenty to thirty minutes. Most good customers say yes because people like being asked.

What questions actually work?

The questions that work ask people to narrate a specific moment, not to rate a general feeling. "How did you find us?" produces a shrug. "Walk me back to the day you decided you needed help — what was happening?" produces a story. Stories hold the language you are looking for.

Here is a sequence I use, in order:

  1. Take me back to before you called us. What was going on? This surfaces the trigger — the moment the problem became urgent.
  2. What did you try first? This reveals the alternatives, including doing nothing.
  3. What made you start looking for someone? This is the switch from tolerating to acting.
  4. How did you search? What did you type or ask? This gives you the exact search language.
  5. Who else did you consider? This maps your real competitors, which are rarely who you think.
  6. What almost stopped you from hiring us? This surfaces the objection you need to answer before people ask it.
  7. What finally tipped you toward us? This is the deciding factor, in their words.
  8. How would you describe what we do to a friend? This is your positioning, written by the customer.

Notice what is missing. No "Would you recommend us?" No "On a scale of one to ten." No "What could we do better?" Those questions feel productive and teach you nothing about how people decide. Save them for a separate survey.

The last question does most of the work. When a customer explains you to an imaginary friend, they strip out your jargon and keep only what matters. Dr. Julia Souvorova's patients did exactly this — they described her care in plain terms that became the backbone of how we positioned her practice. You can see how that shaped the work in Dr. Julia Souvorova. The words that convert are almost never the words on the current website. They are the words in the interview.

How do you run the conversation without steering it?

You run the conversation by talking as little as possible and letting silence do the work. The single biggest mistake owners make is answering their own question. They ask "What made you choose us?" and then add "Was it the free consultation?" — and now the customer just agrees. You have led the witness. The answer is worthless.

Ask the question. Then stop. Count to five in your head if you have to. People fill silence with their real thoughts, and their second sentence is usually more honest than their first. The first sentence is polite. The second one is true.

When someone gives you a vague answer, do not accept it. "You were professional" means nothing. Ask "What did we do that felt professional?" Keep asking "what" and "why" until you hit something concrete — a specific moment, a specific sentence, a specific fear. Concrete is where the gold is.

Record the call if they agree. Trying to take notes and listen at the same time splits your attention and you miss the follow-up. Record, listen fully, and pull the exact phrases afterward. Write down their words, not your summary of their words. "I didn't want to feel stupid asking basic questions" is usable. "Client valued approachability" is not.

One more rule. Do not defend. If a customer says they almost went elsewhere because your website looked outdated, the correct response is "tell me more," not an explanation of your redesign plans. You are here to learn, not to win.

How do you turn interviews into positioning you can use?

You turn interviews into positioning by finding the phrases that repeat across people and promoting them to the top of your messaging. After five or six conversations, patterns appear. The same fear comes up three times. The same deciding factor keeps surfacing. The same plain-English description of your work shows up again and again. Those repeats are not coincidence. They are your market telling you what to say.

Make a simple document. Three columns. First column: the triggers — what was happening when people started looking. Second column: the objections — what almost stopped them. Third column: the deciding factors — what tipped them in. Fill it with direct quotes. Then read it as one piece.

What you will usually find is that your current messaging answers questions nobody asked. You lead with years of experience; they chose you because you called back the same day. You lead with your process; they chose you because you explained the price up front without being asked. The interview shows you the gap between what you say and what sells.

This is the raw material for real positioning. Not a logo, not a tagline — the actual claim about who you help and why they pick you. We draw the line between the two in positioning, not branding: the difference that decides everything, and customer interviews are where the positioning work starts. This is also the first input in our Brand Building & Startup Roadmaps work, because a roadmap built on the owner's guesses points the wrong direction from day one.

Rewrite your homepage headline using the customers' trigger language. Add an FAQ that answers the objection three people raised. Change your service descriptions to match how customers describe the work, not how you describe it. Small changes, grounded in real words, outperform a full rebrand built on assumptions.

What customer interviews won't fix

Customer interviews will not fix a business that no one wants to buy from. If five good customers struggle to name a single reason they chose you, the problem is not your messaging — it is your offer, and no amount of clever wording solves that. Interviews also skew toward the people who already said yes. They tell you why winners won, not why the people who ghosted you walked away. For that, you need a different conversation with people who did not hire you, and those are harder to get. Treat interviews as one strong signal, not the whole truth.

Foundations first. You cannot position what you do not understand, and you cannot understand your market from behind your own desk. Five honest conversations beat a quarter of guessing. Book the first one this week.

— FAQs

Things readers usually ask.

How many customer interviews do I need before I see patterns?
Five to eight interviews with your best-fit customers is usually enough to see repeating triggers, objections, and deciding factors. After the fifth conversation you will start hearing the same phrases, and that repetition is the signal you are looking for.
Should I pay customers for their time?
For most professional and local service businesses, a personal ask from the owner is enough and payment is unnecessary. If you are interviewing busy executives or asking for a longer session, a small gift card is a reasonable courtesy — but paying can subtly pressure people to be nicer than honest.
What's the single most useful question to ask?
Ask people to describe what you do to a friend. Their answer strips out jargon and keeps only what matters, which often becomes the clearest line in your positioning.
Can I just send a survey instead of interviewing people?
A survey tells you what people will rate; an interview tells you how they decided, which is what positioning needs. Surveys are fine for satisfaction scores, but they cannot capture the exact language and the follow-up questions that make interviews worth running.
How do I keep from leading the customer toward the answer I want?
Ask your question, then stop talking and let the silence sit. Never suggest an answer, and when someone is vague, respond with "what" or "why" rather than offering your own theory to agree with.
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